Delay rule in Outlook causing emails to get permanently stuck in outbox

Anonymous
2023-01-18T15:42:26+00:00

I have a three minute delay rule set up in Outlook. Previously this has worked with no issues, however, now about 50% of my emails get stuck in my outbox when they send. After hitting send the email goes to the outbox with the 'editing' symbol (piece of paper with pencil) next to it rather than the 'send' arrow symbol. If, after three minutes, send/receive is pressed the email won't send. If the email is opened and send hit again it wont send. The only way to send the email is to copy the text into a new email and send that. If I turn the rule off the issue goes away.

My internal IT department has been unable to help, they have run the repair function, created a new profile and reduced the downloaded emails, none of which helped.

Thanks in advance for contributions.

Outlook | Windows | Classic Outlook for Windows | For home

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  1. Anonymous
    2023-07-05T14:02:43+00:00

    No, not a windows update.

    It's actually an ADOBE update that causes the issues with the Outlook delay rule. The ADOBE Reader Add-ins must be removed for the delay rule to work.

    We had an Adobe update (which I suspected all along); added the add-ins back to Outlook and the rule stopped working.

    Removing the Adobe Add-ins fixed the rule.

    File - Options- Add -ins - COM Add-ins/GO - and uncheck the Adobe Add-ins.

    Rule started working correctly again.

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  2. Anonymous
    2023-07-05T09:21:08+00:00

    Hi!

    Do you know which upgrade/update that was pushed out? Was it a windows update or was Outlook updated?

    If you could check which KB updates were installed around 25th June, go to Control Panel > Programs and Features > View installed updates

    I suspect it is one of the windows updates and if located that one could be uninstalled to see if it works better after that.

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  3. Anonymous
    2023-07-03T15:43:35+00:00

    The email delay rule is not able to be configured on WebMail- FYI. Unable to set that rule up. Issue is the same for me. Current Outlook O365; and email rule stopped working after upgrade pushed by company on or around June 25th.

    Microsoft® Outlook® for Microsoft 365 MSO (Version 2304 Build 16.0.16327.20324) 64-bit

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  4. Anonymous
    2023-07-03T15:18:50+00:00

    Agreed- Same issue here. After last Microsoft upgrade, the delay rule stopped working if the email is edited. That's the entire point of the email delay rule! The email remains Un-italicized and stuck in the outbox. FIX THIS MICROSOFT!

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  5. Anonymous
    2023-06-29T01:15:39+00:00

    Here is the rule I have setup for a deferred delivery by 2 mins - it's core functionality within Rules.

    I have an exception if there are any emails being sent to my personal email address or meeting rooms (which explains the grey box)

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